100256-29-9Relevant academic research and scientific papers
An efficient iron-catalyzed S-arylation of aryl and alkylthiols with aryl halides in the presence of water under aerobic conditions
Sindhu,Thankachan, Amrutha P.,Thomas, Anns Maria,Anilkumar, Gopinathan
, p. 4923 - 4926 (2015)
Abstract In this study, an environmentally benign FeCl3·6H2O/l-proline catalytic system in the presence of TBAB was employed as a catalyst for the coupling reactions of aryl halides with aryl and alkyl thiols in water under aerobic conditions. The versatility, low cost, and environmental friendliness, in combination with high yields, makes the procedure noteworthy. This protocol offers a simple and efficient thioetherification method for aryl halides.
Alkyl- or arylthiolation of aryl iodide via cleavage of the S-S bond of disulfide compound by nickel catalyst and zinc
Taniguchi, Nobukazu
, p. 6904 - 6906 (2004)
Various aryl sulfides can be synthesized by nickel-catalyzed alkyl- or arylthiolation of aryl iodide with a disulfide compound. This reaction produces Ni(0) from NiBr2-bpy by the reduction with zinc, and this generated complex works as an activating species to convert ArI into ArSR under neutral conditions. Furthermore, this system enables the use of two RS groups in (RS)2.
A novel and efficient zinc-catalyzed thioetherification of aryl halides
Thankachan, Amrutha P.,Sindhu,Krishnan, K. Keerthi,Anilkumar, Gopinathan
, p. 32675 - 32678 (2015)
The first zinc-catalysed protocol for the C-S cross-coupling reaction is reported. Zinc catalysis has an undeniable advantage over other catalytic systems as it is non-toxic, and the catalysts are easily available and cheap, with environmentally benign properties. This novel, efficient, palladium- and triphenylphosphine-free protocol yielded a variety of aryl and alkyl sulfides in moderate to excellent yields. This journal is
C-S cross-coupling reactions catalyzed by a non-symmetric phosphinito-thiophosphinito PSCOP-Ni(II) pincer complex
Serrano-Becerra, Juan M.,Valdés, Hugo,Canseco-González, Daniel,Gómez-Benítez, Valente,Hernández-Ortega, Simón,Morales-Morales, David
, p. 3377 - 3380 (2018/08/06)
A new non-symmetric phosphinito-thiophosphinito POCSP-Ni(II) pincer compound was synthetized and characterized. The molecular structure of [NiCl{C6H3-2-(OPPh2)-6-(SPPh2)}] (1) was unequivocally determined by single crystal X-ray diffraction analysis, showing the Ni center to be located into a slightly distorted square planar geometry. This compound was used as efficient catalyst in C-S couplings of disulfides with iodobenzenes, exhibiting good activity and selectivity as well as tolerance to different functional groups.
A method for synthesis of aryl thioether compound
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Paragraph 0023-0026, (2016/11/28)
The invention discloses a synthetic method of an aryl thioether compound as shown in a formula (3). The polysubstituted aryl thioether compound is obtained by using aryl iodide or an aryl trifluoromethane sulphonate derivative and halogenated hydrocarbon as reaction raw materials and Na2S2O3 as a vulcanization reagent and reacting in a reaction solvent under the effect of a metal palladium catalyst. The synthetic method is mild in reaction conditions, simple in reaction operation and relatively high in productivity, can provide key skeleton structures for synthesis of lots of natural products and medicines and can be widely applied to industrialization scale production.
Direct cross-coupling access to diverse aromatic sulfide: Palladium-catalyzed double C-S bond construction using Na2S 2O3 as a sulfurating reagent
Qiao, Zongjun,Wei, Jianpeng,Jiang, Xuefeng
, p. 1212 - 1215 (2014/03/21)
The Pd-catalyzed cross-coupling of aryl halides, alkyl halides, and Na 2S2O3·5H2O to deliver aromatic thioethers is described. Pyridine, furan, thiophene, benzofuran, benzoxazole, benzothiophene, benzothiazole, and pyrazine are all amenable to this protocol. The odorless and stable solid Na2S2O 3·5H2O was used as a convenient and environmentally friendly source of sulfur. Pd-catalyzed cross-couplings without thiols or thiophenols to build C-S bonds have not previously been achieved, which renders our observation more striking.
Cu-catalyzed coupling of aryl iodides with thiols using carbonyl-phosphine oxide ligands
Wang, Haolong,Wan, Boshun
scheme or table, p. 1129 - 1132 (2012/06/18)
A series of carbonyl-phosphine oxide ligands were synthesized from 2-bromophenylaldehyde and used in Cu-catalyzed C-S coupling reactions. Aryl iodide and aryl bromide reacted with thiols efficiently upon catalysis under mild reaction conditions and a yiel
Cu-Catalyzed Coupling of Aryl Iodides with Thiols Using Carbonyl-Phosphine Oxide Ligands
Wang, Haolong,Wan, Boshun
, p. 1129 - 1132 (2016/04/19)
A series of carbonyl-phosphine oxide ligands were synthesized from 2-bromophenylaldehyde and used in Cu-catalyzed C-S coupling reactions. Aryl iodide and aryl bromide reacted with thiols efficiently upon catalysis under mild reaction conditions and a yiel
L-proline-promoted CuI-catalyzed C-S bond formation between aryl iodides and thiols
Zhang, Hui,Cao, Weiguo,Ma, Dawei
, p. 25 - 35 (2007/10/03)
An improved, mild procedure for the CuI-catalyzed coupling reactions of aryl iodides with aliphatic and aromatic thiols, using L-proline as the ligand, is reported. This procedure is noteworthy given its high generality and exceptional level of functional group toleration. Copyright Taylor & Francis Group, LLC.
A mild and efficient copper-catalyzed coupling of aryl iodides and thiols using an oxime-phosphine oxide ligand
Zhu, Di,Xu, Lei,Wu, Fan,Wan, Boshun
, p. 5781 - 5784 (2007/10/03)
A mild and efficient copper-catalyzed system for the coupling of aryl iodides and thiols was developed using a readily prepared and highly stable oxime-phosphine oxide ligand. Good to excellent yields were obtained.
